Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Community Laundry Room with Washer and Dryer are on the same floor.A rare...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
This condo provides a great opportunity to stay less than 15 feet from the ocean for such a great and affordable price! Sit on the lanai and watch the whales jumping or the turtles eating off the reef. The sunset is amazing every evening.Maui Sands is full of Old...
Makai Maui! Steps to the Beach! South Kihei Condo! Family Friendly!
Welcome to Makai Maui, your perfect island home base in the heart of Kihei. Stroll through private tropical grounds and straight onto Kamaole Beach II (Kam II) — one of Kihei’s best beaches, known for its soft sugar sand, excellent swimming, lifeguards, and...
Westin Kaanapali Ocean Resort Villas / 1BR Villa. Right on Kaanapali Beach.
Located right on the beach in Kaanapali, this pleasant hotel suite offers a comfortable retreat for guests. The space features one bedroom with a king bed and a separate living room that includes a queen sofa bed, perfect for extra guests or relaxing evenings. Two...
Bright and spacious townhome with golf membership!
Spacious open-concept living area with high ceilings, comfortable seating, and a fully equipped kitchen, just steps from the pool and featuring access to a discounted golf membership.Outdoor Living:• No neighbors above or below, providing added privacy• Two lanais...
Beach Gear Provided! Lush, Quiet Hawaiian Hideaway
Garden w/ Fresh Fruit | 7 Mi to Beach | In-Unit LaundryParadise awaits at this peaceful 3-bedroom, 2-bath vacation rental in Pahoa. Perfect for traveling nurses or family stays, it's near lush trails at the Lava Tree State Monument and the Kehena Black Sand Beach! Back...
Lae Nani Resort Condo Ocean View 1 Bedroom
Enjoy the charming Hawaiian ambiance with its beachfront setting located at Lae Nani Kauai along Kauai’s Coconut Coast. Couples will enjoy the relaxing nature of this property.Ocean View 1 Bed 1 Bath•Lae Nani Kauai is located at 410 Papaloa Road, Kapaa, HI 96746•Guest...
NEW! KBM Resorts | FREE CAR | Waikoloa | 2-Bedroom Villa, Steps to Pool & Beach! FVW-L32
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Wyndhan Waikiki Beach Walk - 2BR Sleeps 8 - Multiple Weeks Available!!
***PLEASE DO NOT PUT IN A RESERVATION REQUEST USING THE “REQUEST TO BOOK” BUTTON***Escape to Paradise: Book Your Dream VacationImportant: Please Use the "Contact Host" Feature to Start- Booking Process: Our goal is to provide you with the best booking experience. Please...
Maui Resort Rentals: Hokulani 605/6 – 4BR Retreat with Stunning 6th-Floor Ocean Views!
This exceptional 4BR/4BA multi-residence retreat pairs two neighboring 6th-floor penthouse suites to create more than 2300 sq ft of elevated interior living, thoughtfully designed for sophisticated group travel. One of Honua Kai Resort & Spa’s most coveted premier...
Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!
Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....
Luxury ocean view suite just across street from Waikiki Beach! Free parking!
Waikiki Beach Tower #902 – 2470 Kalakaua Ave.Just a 1-minute stroll to the sands of world-famous Waikiki Beach, this spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large 171-sqft lanai) has a breathtaking unobstructed panoramic...
Oceanfront - Kanaloa Resort #2402
Oceanfront Serenity at Kanaloa at KonaWhat You’ll Love About This UnitStep into island comfort in this beautifully maintained two-bedroom, two-bath condo at the renowned Kanaloa at Kona. The open living area features tropical-inspired furnishings, warm wood tones, and...
Kaanapali Alii 21112 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Experience the ultimate Maui getaway at this luxurious platinum-rated one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom....
Peacock Palms* Newly remodelled* Central A/C*
AlohaTucked away on the West side of Oahu you will be able to experience our home away from home while visiting the Makaha Valley Towers for your Hawaiian adventures. You will fall in love with the rural and tranquility that our condo will offer to you during your stay....
Maui Banyan Resort-Steps to the Kamaole Beach! AC, Wifi, Pool views, Kitchenette
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway in this charming condo with 2 full size beds . Nestled just a short walk from the pristine Kamaole Beach Parks 2 and 3, you'll be mere steps away from the sparkling blue waters and...
Volcano Vacation Home - As Seen on HGTV!
Private Rainforest Retreat Near Volcano National Park w/ Hot TubVolcano is waiting for you at this adorable three-bedroom hideaway, a beautifully furnished private home as seen on HGTV, tucked away in the lush cloud forests of Volcano, Hawaiʻi. Set at approximately...
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Premier Hualalai Resort Estate | Special Pricing | Includes Chef Experience
Hualalai Estate stands as the premier property on the Four Seasons Hualalai golf course—a 6,300-square-foot masterpiece of Hawaiian design with unobstructed Pacific views. Perched on the second fairway of Jack Nicklaus' renowned Ke'olu Golf Course, this villa blends...
Mahana | Whale Watching | KBM Resorts | Panoramic Sunsets | 3 Units, 5 Bedrooms | ML-3482
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
Westin Nanea Ocean Villas, Beautiful 2-Bedroom well appointed accommodations
Please choose a Friday through Sunday check-in and enjoy a seven-night stay. Please use the "Ask Manager A Question" option prior to booking for accurate rates/availability.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller...
Royal Kahana Maui 418 Ocean View Studio
Discover the perfect blend of comfort and stunning ocean scenery in this inviting studio. Perfect for couples seeking a romantic getaway. Unit 418 Ocean View Studio• 4th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave, stovetop/oven,...
Welcome to Our Little Hilo Hideaway - 3 Bedroom Home
Our Little Hilo Hideaway is the cozy downstairs unit of our duplex. Walk through the lanai to your private entrance and step into your home away from home. There are 3 spacious bedrooms and a lanai with outdoor lighting that connects the living room area to the outside....
Kihei Kai Nani 6-248 – Family-Friendly, A/C, Walk to Beach & Shops
Aloha and welcome to your perfect Maui escape! This bright, island-style condo is directly across from Kamaole Beach Park II, one of South Kihei’s most beloved beaches. Whether you're chasing sunsets, snorkeling, or just enjoying the breeze, you'll love how close you...
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the Lawai Beach Resort offers the perfect blend of island relaxation and unparalleled adventure. Whether you are here to swim...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Kauanoe O Koloa 713 New Development Coming 2025!
Kauanoe O Koloa is located alongside the magical Kiahuna golf course in the heart of Po‘ipu. This private condo encompasses Kaua‘i living at its best. Spacious 2 bedroom, 2 bath, featuring an open floor plan designs, island-style architecture, and amenities that include...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
Set in the prestigious Kahala Beach area of Honolulu, Kahala Beachfront Villa offers the perfect balance of luxury, comfort, and tranquility. This elegant two-bedroom, two-bathroom residence invites guests to unwind in a serene tropical setting, surrounded by lush...
Close to Whalers Village + Beachfront Pool. Dining
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown
Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...
Kaanapali Alii 2442 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Discover Kaanapali Alii 244, a beautifully appointed one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Expansive...
Best Place to Stay in Honolulu! Partial Ocean View, Outdoor Swimming Pools!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 340 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
2-Bedroom Ocean View, Perfect Location in Waikiki!
Modern Luxury with Stunning Views - Flexible 2-Bedroom Layout!Renovated in June 2024, this upgraded condo seamlessly blends modern luxury with practicality, creating a stylish and comfortable retreat. Featuring new kitchen cabinets with quartz countertops, luxury vinyl...
2 2 Luxurious Wailea Oceanview Resort Vistas
Summary:Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while...
Fun Family Private Retreat with lighted Sports Court and Pool
More than just a stay, it's an experience for the whole family, both young and old. Our family retreat has over 3000sq' under roof, overlooking incredible ocean and coastline views. Sitting on 6 private acres of old lava fields with a beautiful pool, lighted...
Upgraded Makaha remote work and surf oceanfront condo
Your own paradise living right on the beach with remote work friendly set up! This newly upgraded beautiful oceanfront condo offers mesmerizing view of the sunset in the balcony, breathtaking colors of the deep ocean and peaceful sound of waves in a serene and quiet...
NEW!!! Island Sophistication, Beachfront Serenity w/ Hot Tub, Firepit and A/C
Wake up to the sound of waves crashing at this luxurious North Shore retreat, perfectly tucked away along a quiet stretch of sandy, swimmable beach. Just steps from the shoreline, this home offers the ideal balance of refined relaxation and island adventure. Mokuleia is...
KR 203 Stunning Direct Ocean View 1BD Amazing Kahana Maui Location
Kahana Reef 203 NEW LISTING Bright Blue Direct Ocean Views from this Kahana 1Bedroom Condo West Maui Experience the beauty of oceanfront living at this charming 1-bedroom, 1-bathroom condo at Kahana Reef 203 in West Maui. With breathtaking, unobstructed views of the...
Modern Kihei Beachside Studio Vistas
Summary:Upscale remodel with high-end furnishings studio oasis situated directly across from Kameole Beach. Fantastic lanai with partial ocean views. Experience the resort's many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from...
Greenery Mountain View Waikiki Seaside Monarch Paradise Hotel Room
Beachfront Location: Waikiki Seaside Monarch Paradise Hotel Room Greenery Mountain View in Honolulu offers a private beach area and beachfront access. Guests can relax by the rooftop swimming pool and enjoy stunning lake views.Comfortable Amenities: The apartment...
Oceanfront Bliss - Luxury on The Bluff
Experience this beautifully renovated suite. A perfect blend of tranquility, luxury, and natural island beauty. A rare offering of panoramic, unobstructed views of the Pacific. Wake up to breathtaking sunrises and enjoy nature’s finest moments—Humpback Whales breaching...
Stylish Waikiki Escape with Pool Access! 2 Relaxing Units, Pets Allowed
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Kaneohe Bay views with AC in Kahaluu
Enjoy a tropical yard with ocean and mountain views. The large attached and furnished back one bedroom one bathroom apartment has its own separate entrance, high ceilings, skylights, Air Conditioning, ceiling fans and a view of the tropical backyard. Views of Kaneohe...
@ Marbella Lane - Scenic Waikiki Canal View+ Beach
Summary:This beautifully renovated modern studio is located on the 16th floor of a centrally situated building in the heart of vibrant Waikiki. Thoughtfully furnished with a comfortable queen-size bed and a sofa sleeper, it’s perfect for solo travelers, couples, or...
Waikiki Luxury Ocean Breeze Getaway 36F
Located central to Waikiki, just a block away from the famous International Market and mall, walking distance to the beach, restaurants, and more. The condo comes with a very spacious lanai (balcony) that invites the fresh Hawaiian breeze with 180° views, super comfy...
Kai Hale-Anini Beachfront Paradise
Oceanfront luxury meets Old Hawai‘i charm at Kai Hale, your private beachfront escape on magical Anini Beach. Just steps from the sand, this peaceful retreat features panoramic ocean views, open-air living with floor-to-ceiling glass doors, private lanais, and a gourmet...