Holiday rentals with a kayak in Oahu

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

2BR Non-Ocean View at Oceanfront Hilton Resort

Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024 winner. Enjoy access to pools, a beautiful saltwater lagoon, beach, watersports, and walkable dining, shopping, and activities. Whether unwinding, exploring, or celebrating, everything is designed for a relaxing, memorable stay.

Ilikai 2bd/2ba Island Style Suite Steps from Sand

Welcome to your urban oasis overlooking the iconic Ala Moana Boulevard. Perfectly designed for traveling couples and families. Two beautifully appointed bedrooms, each featuring a plush King-sized bed. No need to compromise or flip a coin for the better room—everyone enjoys maximum luxury and space. For additional guests, the living room features a Queen pull-out sofa bed. Split AC units in each bedroom and the main living space. Easy access to everything from this centrally located place.

Spacious Waterfront with Gorgeous View & Pool

Waterfront home with a million dollar view of Kaneohe Bay! 30 day minimum, per local law restrictions. Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. Custom home has spacious living areas on both levels with CHAIRLIFT access to the bedrooms and the swimming pool. Fast WIFI indoors and out! TVs in each of the 5 bedrooms and 2 living rooms. 4 full baths, game room & a 40'x16' pool. Launch kayaks from our backyard. Mall, theater, restaurants, groceries min away.

Walk to BEACH + FREE Parking + POOL View

🌺 Aloha and welcome to our peaceful Waikiki retreat, just a short walk to beaches, restaurants, food trucks, shopping, and weekly fireworks. This exceptionally family-friendly property sleeps 5-6 guests and includes the rare convenience of FREE PARKING. Relax in comfortable beds in soundproof bedrooms, free Wi-Fi, a pool, and a BBQ area. Centrally located across the Ala Wai Canal, you will have easy access to everything Waikiki has to offer. We look forward to hosting you. Alona! 🌺 🌴

Oahu Ocean View • Sleeps 14, Pool, Hot Tub, Beach!

Why guests love our cozy Makaha Valley home: Our home is right next to the resort-style pool, spa, and fitness center. Free parking for up to 4 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views

Nai‘a Suite at La Bella’s-Walk to Beach-Lic. B&B

La Bella’s B&B is a luxury island retreat on O‘ahu’s beautiful windward side, blending farmhouse charm with beach elegance. Two private suites are available, each with a private entrance, bathroom, kitchenette, AC, luxury bedding Wi‑Fi, and parking. The spacious Nai‘a Suite features a king bed and relaxing atmosphere perfect for couples or small families. Enjoy beautiful gardens, beach gear, nearby shops and eateries, and a short walk to the beach with warm onsite hosts.

Condo near Turtle Bay w/pool, beach & BBQ

Experience laid‑back island living on Oahu’s North Shore, just steps from Turtle Bay and the beach. Relax on the patio with sunrise coffee or unwind after surf sessions. - Sleeps 4 | 1 bd + loft | 3 beds | 2 baths - Year‑round pool, tennis & pickleball courts - Beach access, beach essentials & kayak - Private patio/balcony w/ BBQ grill - Kitchen, Wi‑Fi, workspace & in‑unit washer/dryer - Family‑friendly: Pack ’n play, toys & board games

North shore Studio with sauna! - Walk to beach!

Legal Nightly Vacation Rental (No 30-day contracts) A cozy, island-style unit with a loft bed, perfect for an authentic Hawaiian getaway. The unit includes High speed WiFi, 65 inch Smart TV, Split unit AC, sauna, an outdoor shower, an outdoor gym, and private access. Located within walking distance to famous Waimea Bay and other beautiful spots, this space offers convenience, comfort, and island charm. Check my profile for other rentals!

Marriott's Beachfront KoOlina Club Resort

Welcome to our Luxury Beachfront Resort Oasis on Oahu's Western shore, Nai'a Lagoon: a slice of paradise with stunning lagoon 3 views from Resort Area, awaiting your arrival! Enjoy our pools, fitness center, spa, and dining. Explore and indulge in paradise! Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All reservations require a FRI-FRI, SAT-SAT OR SUN-SUN STAY

Support Local Pool Spa Gym Top 10% Family Friendly

🌺 Mahalo for choosing to support a local family! We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Beach is just 5 minutes away! Whether you are a small family or large group, our Hale is the perfect fit for you. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁