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.
** 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...
This exceptional paired offering combines two neighboring suites to create an elevated 3BR retreat designed for effortless island living. Suite 113, widely regarded as Honua Kai’s premier two-bedroom floor plan, features 1325 sq ft of beautifully appointed interior...
Sweeping Ocean Views | Aston Maui Kaanapali Villas 518 – Pool, Hot Tub & Spa
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property, with...
Tropical Garden & Pool Views - Professionally Managed
"Welcome to your serene oasis at Wailea Ekahi Village 42D, a meticulously designed 1-bedroom garden view condo that promises an unforgettable stay. This charming retreat features a king-sized bed in the bedroom, ensuring a restful night's sleep, and a cozy living room...
New Arrival Serenity, Style, and Island Charm
Noelani 208 – Oceanfront Comfort with Island CharmWelcome to Noelani 208, a beautifully updated 1-bedroom, 1-bathroom condo. This second floor condo is located on the parking lot level, so no stairs needed to enter this lovely condo in a serene boutique resort. This...
Rainbow Retreat 3bd, Hot Tub, Walk to Waterfalls, close to Waikiki.
Welcome to your private rainforest retreat in beautiful Mānoa Valley! This spacious 3-bedroom, 2.5-bath home with a hot tub is perfectly located within walking distance to Manoa Falls, a community pool, tennis & pickleball courts, and wellness classes—all while being...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
@ Marbella Lane- Chic Poolview Home + Patio Dining
Summary:Stay in the heart of Waikiki at this prime Seaside Avenue retreat, just a 5-minute walk to world-famous Waikiki Beach. Steps from the International Market Place, top dining, and vibrant shopping, the location is unbeatable. Relax and unwind with resort-style...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Ocean Front Condo in Iconic Foster Tower,Parking, Studio, pool, comm laundry
Experience ocean front living in Waikiki this studio bedroom condo. 30 day min. The space features a queen bed and a futon, perfect for relaxing after a day of exploring. Guests enjoy a soothing bathroom with a bathtub and hair dryer, making unwinding easy. Stay cool...
Upgraded Unit w/ Beautiful Ocean Views -MAKENA SURF RESORT, #F-109
Makena Surf F109Welcome to Makena Surf F-109, a luxurious ground-floor condo in the exclusive Makena Surf. With its prime beachfront location in South Maui, this gated community offers natural beauty and sweeping views of Molokini, Kaho'olawe, and the Pacific...
Tower Rooms with Oceanview + Pools. Dining. Spa.
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...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | 50Mb Internet | 3 Units, 6 Bedrooms | HK ML-3134
** 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...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Pool! Three blocks to the beach.Family friendly A/C. 30 day rental - DM inquire
Discover this 3-bedroom house in Waialua. The charming space features one king bed and two queen beds, perfect for families or groups. Guests enjoy a comfortable bathroom and a cool, airy atmosphere thanks to the air conditioning. Semi private pool shares with the one...
Honua Kai | Close To Beach | 4 FREE Rental Cars | KBM Resorts | 4 Units, 8 Bedrooms | HK ML-2669
** 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...
Kona Magic Sands 211 - sitting on top of the Kona Coast
Kona Magic Sands unit 211 sits at the edge of the water on the Kona Coast. Enjoy amazing sunsets every evening with a completely unobstructed view. Relax watching tropical fish, turtles, dolphins year around. Humpback whales stay pretty close to shore while in Kona...
Valley Isle Resort #710 - Vacation West Maui
Experience the ultimate Maui getaway at Valley Isle Resort #710, a beachfront paradise offering stunning corner views of Kahana Bay. This beautifully appointed condo combines modern decorations with breathtaking oceanfront scenery, perfect for a relaxing...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Gorgeous Ocean AND Lush West Maui Mountain Views!
This pairing combines three fantastic 5th-floor suites to create a 5BR/5BA offering featuring incredible mountain and ocean views. Both Suite 511 and 513 overlook the lush interior courtyard and pools, providing stunning full ocean views, and Suite 512 offers delightful...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 7 Bedrooms | HK ML-1121
** 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...
Maui Resort Rentals: The Whaler 760 - 7th Floor 1BR w/ Stunning Ocean, Courtyard and Mountain Views!
Whaler 760 delivers spectacular ocean views that extend to Maui's neighboring island, Lanai, in addition to gorgeous vistas of the lush West Maui Mountains. This luxurious 1BR/2BA 7th-floor suite offers over 900 sq ft of interior living area in addition to over 200 sq...
Oceanfront Bliss: Studio Premium Villa at Westin Ka’anapali Ocean Resort North
Elevate your Maui vacation with a stay in the Studio Premium Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas North, where world-class luxury meets breathtaking ocean views and family-friendly fun. Nestled on the pristine shores of Ka’anapali Beach, this is...
Waikoloa Fairways A207 Golf Ocean View 2B/2B
Located in Waikoloa Village, Waikoloa Fairways is a tranquil gated community set along the Waikoloa Village Golf Course, 8 miles from the oceanWaikoloa Fairways Unit A207 Golf Ocean View 2 Bedroom 2.5 Bath•Waikoloa Fairways is located in Waikoloa Village. Waikoloa...
** 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...
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Aston Poipu Kai Kauai 422 | Garden View Haven – Pool & Hot Tub
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Luxury suite in stunning Ka'anapali in walking distance of shops, restaurants
This beautiful hotel suite is the perfect home base for your trip to Maui, whether you spend the entire time in Ka'anapali or venture off on the road to Hana and Haleakala. Guests enjoy a comfortable suite with full kitchen, jetted tub, lanai area for alfresco dining or...
Cozy 2BR Condo Great for Families
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Island Charm: Best Value Stay, Outdoor Pool, Beachfront Location | 3 Units
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Ocean Tower by Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3
Luxury Penthouse Studio — Stunning Ocean Views at Hilton Waikoloa Village Property Overview Studio • 1 King Bed • Sleeps 2 • Ocean View — ~438 sq. ft. Located within the breathtaking Hilton Waikoloa Village Resort on the Kohala Coast, Ocean Tower offers the perfect...
Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC
Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit• DVD Player•...
Two 3BR Apts Near Kam 1 Beach, Pool, Hot Tub & BBQ
These two separate 3BR units offer privacy with their own entrances, perfect for large groups.Only ¼ mile from Kamaole 1 Beach, these professionally managed timeshare apartments come with a pool, hot tub, and gym for post-beach relaxation.Plus, you’re within half a mile...
Honua Kai | 4 FREE CARS | KBM Resorts | Front Alii Suite | 4 Units, 8 Bedrooms | HK ML-3149
** 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...
Kapalua Ridge Villas | 3 Free Cars | KBM Resorts | 3 Units, 4 Bedrooms | KRV ML-3693
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Floorplan | 2 Units, 4 Bedrooms | HK ML-1760
** 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...
Clean, spacious 2-bedroom 1-bath unit on a quiet street in central Waikiki. Across from the Ritz-Carlton and two blocks from the famous International Market Place. Ala Wai canal views, short distance to beaches, restaurants and entertainment!
Ka Eo Kai Resort 1 BR w/ HOT TUB & POOL
Overlooking Anini Bay, Ka Eo Kai perfectly captures the ambiance of the "Garden Island" while offering a variety of nearby recreational options including zip lining, family fun adventures, horseback riding and golf. Set amidst a lush tropical garden, the resort offers...
Ocean & Diamond Head Exclusive Panoramic PH Condo w/Parking & Near the Beach
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Waikiki Landmark high rise is located at 1888 Kalakaua Ave. on the main strip of Waikiki. Situated in one...
Scenic Garden View Rooms! Enjoy Relaxing Pool + Fireplace | Near Hoaloha Park
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Rooms are not adjoining and possibly not...
Poipu Beach 2 BR/2BA Townhouse A/C ~Lanai w/BBQ
Breezy 2-bedroom, 2-bath Poipu townhouse with air conditioning and a private lanai with BBQ, just minutes from Poipu Beach, snorkeling, dining, and shopping. You will have access to the Poipu Beach Athletic Club. They are a full gym, with pickle ball courts, classes and...
Private Home in Wa'a Wa'a for a relaxing getaway
Experience Wa'a Wa'a like a local in a private home. This cozy off the grid retreat features soothing ocean breezes, birds singing, and a gorgeous living space with ocean views. This home sleeps up to 2. Featuring a comfy memory foam queen bed and a cozy sofa bed.Enjoy...
Large Updated 1 Bed/2 Bath near Ocean and Beach - Maui Kamaole B107
Book with us and come to Maui to explore everything we have to offer!Spacious & secluded ground floor unit with garden view. Maui Kamaole is an immaculately landscaped piece of paradise. Beautiful beaches are a short 1/2 mile walk in either direction. Bedroom features...
Waipouli Beach Resort B402 Ocean View 2 BD 3 BA
- 4th floor spacious condo with 3 balconies- 1,312 square feet / 122 square meters- Maximum 6 persons including children and infants- 1 king bed, 1 queen sofa bed, 1 Queen Bed- Crib on request at no charge- Aerobeds on request at 15 USD per night- TV with cable channels...
Heart of Waikiki Kitchen Free Parking W/D
This spacious 10th floor condo in a prime Waikiki location is just a short walk to Waikiki Beach, Fort DeRussy Park, International Marketplace, and Royal Hawaiian Center. Enjoy easy access to many restaurants, shops, and local attractions. The condo features a full...
3 Units, Neighborhood One Queen with Lanai, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days
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....
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...