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.
MA 311 Ocean-view in West Maui, a spacious 2-bedroom condo for 6.
Mahana 311 Enjoy Unbelievable Oceanfront Views and Watch Breathtaking Sunsets from as Close to the Ocean on Maui as it Gets Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana in Kaanapali offers an unforgettable oceanfront...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Huge Lanai | 2 Units, 4 Bedrooms | HK ML-1394
** 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...
Kanaloa at Kona Unit 1403 Partial Ocean Vw 2BD 2BA
- Kanaloa at Kona is located at 78-261 Manukai Street, Kailua-Kona, HI 96740- Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscape. - Condo located on...
Cozy Volcano Room 🌋
Here you can enjoy a Boutique B&B Inn nestled in the Hawaiian Volcanic Rainforest -followed down a paved road then a 2 min gravel road that is close to the National Reserve 🌲😎🌋 If you book The Volcano Room, you will have an en-suite private bathroom in your...
Club Wyndham Bali Hai Villas 2 bedroom King suite
Located within the picturesque Princeville community on the island of Kauai, the Pahio neighborhood and the town of Hanalei offer an abundance of restaurants, beaches, galleries, boutiques and challenging golf courses all within a short drive. Enjoy one of the two pools...
Witness mesmerizing Sunsets!! nOcean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Oceanfront 2BR Villa at Westin Nanea – Maui Luxury by the Sea
Step into tropical elegance with this two-bedroom, two-bathroom oceanfront villa at Westin Nanea Ocean Villas, perched on 16 acres along Ka‘anapali’s North Beach. With approximately 1,260 sq ft of interior space, this villa comfortably accommodates up to six adults,...
Tropical Tree House-Style Loft Rental with Ocean Views in Haiku, Hawaii
This tropical tree house-style rental is located in Haiku, Hawaii, and can accommodate five guests. The accommodation boasts an open floor plan, and there are two beds within this space—a queen-size bed and a double bed—both of which are covered by mosquito netting. The...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, 6th Floor Deluxe Ocean Views
This fantastic three-bedroom offering delivers stunning 6th-floor ocean views in addition to views of the majestic West Maui Mountains. This tandem pairing combines one of our best two-bedroom deluxe ocean view corner suites with a neighboring one-bedroom suite to offer...
Downtown Kailua | Steps to shops | W/D | Parking
New Listing Special!Welcome to this charming 2-bed, 1.5-bath condo in a prime downtown Kailua location, just a short stroll from world-famous Kailua Beach. This updated home features a fully equipped and stocked kitchen, 2 comfortable queen beds, and modern amenities...
Spacious 3 bedroom ocean view, large balcony, King beds, Pool & Spa
Welcome to your Hawaiian getaway! For your comfort, there are portable A/C units in private bedrooms and living room.Additional cooling features: swamp coolers, ceiling fans, standing fans.Our spacious 3-bed, 3-bath townhome offers stunning ocean and golf course views,...
The Kahala Mansion – Opulent Oceanview Estate in Honolulu’s Elite Neighborhood
Welcome to The Kahala Mansion by Gather, an extraordinary luxury estate along prestigious Kahala Avenue on Oʻahu’s south shore. Just steps from the tranquil beachfront, this grand 9,154-square-foot residence offers refined island living, architectural sophistication,...
Waikiki Clean Studio with Canal View
Cozy Getaway in Hawaiian Monarch Condo Hotel, with views of the canal and Diamondhead. This clean studio has a comfy bed and the kitchen amenities, WiFi, TV, AC, Pool, Jacuzzi, BBQ Area, gym ($5 registoration fee), on-sight Laundry, Coffee Shop, Paid Parking. Convenient...
Charming studio with AC and WiFi in pleasant Kihei
The studio is located in the Maui Banyan G Building and close to nightlife, shopping, dinning, public transport, golfing and Wailea. Enjoy surfing, swimming, boogie boarding, paddle boarding, snorkeling, golfing, and the beauty of Maui. While you dine on your balcony,...
Kalaekilohana Inn & Retreat - #1 Rated Hawaii Island Hotel - Dinner Nightly
Hawaii's #1 Small Hotel featuring complimentary locally sourced breakfasts daily and Chef Kenny's dinner nightly. Prices are per room per night. Looking for the perfect compliment to the luxury resorts in the north? You've found it. Enjoy luxurious rooms in an iconic...
New listing! Modern Oceanfront 2nd floor 1BR Condo - Kahana Reef in Maui!
Welcome to your peaceful Maui escape. This fully renovated 1-bedroom condo sits on the second floor of the boutique Kahana Reef complex, offering unobstructed ocean views, modern coastal design, and front-row sunsets—all just steps from the beach and reef.Enjoy coffee...
Kaanapali Alii | 455
Ka’anapali Alii Unit 4552 Bedrooms | 2 Bathrooms | Sleeps 8 | Mountain View________________________________________Kaanapali Alii 455 is a breathtaking two-bedroom garden view condo that perfectly combines luxury and comfort for your Maui escape. Adorned with expansive...
Waikiki Oasis • Steps to Beach • Pool • Lanai • Modern Studio • Sleeps 4
Welcome to your Waikiki Oasis, a newly renovated designer studio located in the iconic Aloha Surf Hotel—just steps from Waikiki Beach, the International Market Place, world-class dining, boutique shopping, and the beautiful Ala Wai Canal. This bright and modern Honolulu...
Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!
Welcome to Pacific Sunset Villa, home of expansive ocean views and ultimate luxury. This award winning home with 4 bedroom with ensuite bathrooms and 3 half bathrooms sits on an oceanfront setting and offers easy access to all the amenities at Waikoloa Beach Resort.The...
Royal Kahana Maui 919 Ocean View Studio
Unwind in this charming studio with sweeping ocean vistas, close to Maui’s beautiful beaches and attractions. Ideal for couples or friends. Unit 919 Ocean View Studio• 9th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
3rd Fl Palms Waikiki Studio Overlooking the Pool | Parking
🌺 Modern Aqua Palms Studio Overlooking the Pool | Parking⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and holidays). Noise from...
The Modern Honolulu, Sleeps 4, 453 sq ft, Central Location + Fitness Center
The Modern Honolulu is a Hilton lodging choice for your trip to Hawaii. With numerous amenities for guests such as 24 hour front desk, and fitness center, you will wake up feeling ready to go every day for your time in Honolulu. This hotel is conveniently located near...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
City View Studio in Waikīkī just Steps from Beach! - Bamboo Waikīkī Hotel #605
Castle Bamboo Waikīkī Hotel #605 - This sixth-floor high rise set within walking distance to Waikiki’s famed majestic shores offers modern conveniences to make your stay as comfortable and productive as desired. Recreate and lounge on property or take advantage of the...
Panoramic Oceanview Life: Stunning, Elegant Kona Charm House
180 panoramic oceanview. Large, luxurious lanai (balcony) and living room for royalty living. AC units included. Kona Charm is close to major attractions, from black sands beach and gorgeous hikes up north in Waimea, or pristine beaches in Mahauina's or snorkeling down...
Lanikea At Waikiki condo in Waikiki with parking (30 Nights Minimum Stay)
Luxury condominium located in Waikiki! This 2 bedroom unit comes with 2 parking stalls. The amenities include a resort-style swimming pool, Jacuzzi, BBQ area, and 24 hours monitored security. Secure building perfect for couples, families and friends and anyone who wants...
Kaanapali Alii | 461
Kaanapali Alii 4612 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Kaanapali Alii 461 is a luxurious platinum-rated vacation rental set along the pristine shoreline of world-famous Kaanapali Beach. This elegant residence...
Kahala Zen: 5BR Modern Oasis with Studio & Lush Garden
Welcome to Kahala Zen, a show-stopping 5-bedroom, 4-bath luxury retreat set within Honolulu’s prestigious Kahala enclave. Spanning 3,300 sq ft of thoughtfully designed living space—including a private studio cottage—this newly built 2024 estate blends timeless island...
High-Floor 1BR in Waikiki – Diamond Head View, Free Parking, Walk to Beach & Attractions
Nestled on High Floor, this One-Bedroom unit with Free Parking included (max 6’) offers Unique Moments of Rest and Fun for an Unforgettable Stay in the Island. Total of 3 Beds: 2 Full in Bedroom and 1 Queen Sofabed in Living Room, sleeps up to 4 guests. From your own...
Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay
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....
Waikiki Shore 1000 Oceanfront 2 BD + Bonus BD 2 BA
Wake up to panoramic oceanfront views in this spacious two bedroom, two bath condo, complete with a bonus bedroom for extra flexibility. Situated on Waikiki Beach, it’s a perfect island escape for larger families.Unit 1000 Ocean View 2 Bedroom + Bonus Bedroom 2...
Bali Hai, Kauai HI, 1 bedroom sleeps 4
About this spaceNestled high in the cliffs of Princeville, this Kauai resort blends natural and man-made pleasures into magnificent harmony. Take the opportunity to enjoy a meditative retreat at the on-site spa, or use the resort as a basecamp for your many Hawaiian...
Oceanfront Villa! Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness center,...
Beachfront Studio Condo Sans Souci 206
Monthly Rental.A beautifully updated and well maintained Beachfront Studio with Full kitchen on the popular (and quieter) 'Gold Coast' area of Oahu, San Souci stands out as one of the top Honolulu properties year after year.With modern stainless kitchen, hardwood...
Comfy Studio in Heart of Waikiki
Love to be in the center of it all? Near beaches, restaurants, shops, access to transportation? We are a short walk from iconic Waikiki Beach. The studio also has great city and ocean views to enjoy day and night. With a full kitchen you can enjoy eating in after busy...
Laule'a Ohana Retreat: 2 Mauna Lani Villas with Golf Views & Dual Pools
Welcome to Laule'a Ohana Retreat, two side-by-side luxury villas on Hawaii’s Kohala Coast that together create the ultimate gathering place. With 8 bedrooms, 8 full baths, and 2 half baths across nearly 6,000 square feet, these residences are ideal for multi-family...
NEW Studio with 2 Queen Beds in Waikiki
– Located on the 12th floor of Island Colony, a secure high-rise with 24/7 security– Ala Wai Canal and pool views– Elevator access for easy arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store,...
Kaiana Villa: 3BR North Shore Kauai Vacation Rental Home
Perched in the heart of Princeville, Kaiana Villa invites you to immerse yourself in the lush beauty of Hawaii. This sophisticated three-bedroom retreat spans 1,903 square feet, offering a seamless blend of indoor comfort and outdoor serenity, framed by mesmerizing...
Enviable Honolulu Address! Beachfront, Spa, Pool, 3 Restaurants, Steps to Sand!
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Penthouse condo in gorgeous Kihei
Located in Kihei, this charming condo just steps to the ocean. The space features one bedroom with a king bed and a comfortable living room that includes a sofa bed, perfect for extra visitors. The property offers shared large pool, hot tub and outdoor grill by the...
Maui Resort Rentals: Honua Kai Hokulani 250/51 – Incredible 6BR Oceanfront Gem, Over 4400 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This phenomenal six-bedroom offering combines two of the absolute finest 3BR/3BA oceanfront residences on offer at Honua Kai to create a true masterpiece, perfectly suited to larger groups or families. Each stunning neighboring residence boasts spectacular panoramic...
Oceanview + Resort Pools, Spa, and 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...
Hokulani Waikiki, a Hilton Grand Vacations Club - 1 Bedroom Premier- 1BX
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Sea Cliff Chic – Ultra-Luxury Oceanfront Retreat in Portlock
Sea Cliff Chic is the newest residence in the collection of ultra-luxury homes designed by renowned Hawaii Architect Jim McPeak and built by San Diego-based developer Mark Gosselin. This Oahu vacation home is a modern take on Oahu’s well-known Honeyed Jade. This...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Lanai | 3 Units, 4 Bedrooms | HK ML-1826
** 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...
Kaanapali Shores 645 - Ocean View 1 Bed/1 Bath
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
Cliffs at Princeville 1208, Beautiful Ocean-bluff Resort, Full Kitchen
The Cliffs at Princeville 1208 includes 2 connected studio units, 1208-A and 1208-B.Two Spacious Garden Studios for 4 Guests, Kauai North Shore Resort.Located on 22 lush acres overlooking the Pacific Ocean, The Cliffs Resort in Princeville is the perfect spot for...
MA 411 Ocean-view in West Maui, a spacious 2-bedroom condo for 6.
Mahana 411 Enjoy Breathtaking Oceanfront Views and Watch Spectacular Sunsets from as Close to the Ocean on Maui as it Gets Welcome to your Maui Retreat: This stunning 2-bedroom, 2-bathroom corner condo at The Mahana in Kaanapali offers an unforgettable oceanfront...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-1981
** 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...
Hale Kamaole #166, VIEW, Pool, A+ Wi-Fi, King, Pool
Hale Kamaole: Upscale Hawaiian Gallery Art & beautiful furnishings. Flat surface parking to entry. Steps to pool, BBQ's, BEACH & Eddie Pu walking trails. Shady lanai w/ VIEW of blue OCEAN, green garden & colorful sunsets. Aircond in bdrm. Tempur-Pedic KING bed. 2 USB...