Hawaii Two-Bedroom Vacation Rentals
Two-bedroom vacation rentals in Hawaii are the ideal choice for families, couples traveling together, or small groups looking for comfort and flexibility. These spacious accommodations offer separate sleeping areas, fully equipped kitchens, and scenic lanais-perfect for relaxing after a day of island adventure.
Whether you're seeking an oceanview condo in Waikiki, a resort villa on Maui, or a secluded beach cottage on Kauai, our curated list of two-bedroom Hawaii vacation rentals offers something for every traveler. Enjoy the freedom of preparing meals in your own kitchen, gathering with loved ones on the lanai, and retreating to private sleeping quarters for a restful night.
These rentals are located across Hawaii's most popular areas-from the Big Island's Kona Coast and Kailua-Kona to Waikiki on Oahu and Kaanapali on Maui. Many include access to resort amenities like pools, tennis courts, and BBQ areas, and are steps from beaches, golf, and hiking trails.
Key Features of Two-Bedroom Vacation Rentals
- Two separate bedrooms with queen/king beds or bunk/trundle options
- Ideal for families, friends, and multi-generational groups
- Full kitchens and in-unit laundry for added convenience
- Private lanais or patios with ocean, mountain, or garden views
- Locations near beaches, attractions, and dining
- Many rentals with access to resort pools, hot tubs, BBQs
Planning a larger stay? Browse three-bedroom rentals or private estates in Hawaii for even more space and privacy.
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 2 Bedrooms | KBV ML-1966
** 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 Alii Unit 245
Welcome to Kaanapali Alii Unit 245, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the Pacific Ocean, framed by the lush tropical gardens of the resort. With its expansive...
Kanai A Nalu 416 Oceanfront 2 bedroom Overlooking South Maui Ocean
Book with us and come to Maui to explore everything we have to offer!Enjoy the ocean breeze in your luxury 2 bedroom/2 bath condo home. Wander right out to the beach. The split air-conditioned unit is fully equipped, including an in-unit washer/dryer. The primary...
Beautiful Westin Ka'anapali 2 Bedroom Villa on the beach
Bellani Vacations is pleased to offer spacious 2 bedroom villas at Westin Ka'anapali Ocean Resort VillasChoose a Friday, Saturday, or Sunday for check in, and enjoy a 7 night stay. Please "Contact Host" to confirm availability, as the Vrbo calendar is not 100% accurate...
2 Bedrooms Condo, Steps from the Beach
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s...
Westin Kāʻanapali, 2 Bedroom Villa
The bedroom lockoff villa has 2 king beds, 2 bathrooms, full kitchen, dining area, 2 sofa beds, and washer and dryerStep up to a Ka'anapali vacation and embrace a welcoming abundance of resort amenities at The Westin Ka'anapali Ocean Resort Villas . While you can enjoy...
Royal Sea Cliff Kona 210 Oceanfront 2 Bedroom
Perched above the ocean, this oceanfront two-bedroom retreat near Kailua-Kona is perfect for those seeking space, serenity, and stunning views. Enjoy coffee on the lanai and watch the waves roll in. Unit 210 Oceanfront 2 Bedroom 2 Bath• 2nd floor condo on the North...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 13 stairs down from parking lot- Travertine floors throughout- Updated kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher,...
Wyndham at Waikiki Beach Walk - Deluxe 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. Each of the units in this timeshare property feature a fully equipped...
NEW! Honua Kai | Free Rental Car | 2 Bedroom, 2 Bath Ocean View | Spacious Lanai | HKH-305
** 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...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Kuhio Shores is located at 5050 Lawai Road, Poipu 96756 Unit 114- No front desk on property. Please call 808-742-6411 1 week after making your reservation for check-in instructions.- Complimentary on-site parking for one vehicle; please register vehicle with Association...
2 Bedroom Lockoff Villa at Westin Princeville Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.Set on pristine waterfront with the towering, verdant backdrop of Kauai’s Hanalei National Wildlife Refuge as a backdrop, Princeville puts wild shores and staggering mountains at your fingertips....
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Makena Surf F111 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F111, a stunning ground floor oceanfront vacation condo that embodies the essence of tropical island relaxation. This spacious 1,510 sq. ft. suite features a quaint entryway that leads you into a beautifully furnished living space, complete with...
Kaanapali Alii Unit 273
Welcome to Kaanapali Alii Unit 273, a luxury vacation rental nestled in the heart of Maui's Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers breathtaking ocean views framed by lush tropical gardens and swaying palm trees. Ideal for a family-friendly...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 2 Bedrooms | KBV ML-1996
** 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...
Regency Waikiki Partial Ocean View 2 Bedroom
Unwind in your spacious two-bedroom condo, just a block from Waikiki Beach, restaurants, and shopping. Designed for up to six guests, it features a fully equipped kitchen, two cozy queen beds, and a comfortable sofa bed in the living room.Partial Ocean View 2 Bedroom 1...
Kaanapali Alii 363
Welcome to Kaanapali Alii 363, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the sparkling Pacific Ocean and Kaanapali’s meticulously manicured gardens. Immerse yourself...
Grand Champions | 2 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 2 Units, 2 Bedrooms | ML-1493
** 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 Alii 393
Welcome to Kaanapali Alii 393, your dream luxury vacation rental in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers a breathtaking view of the Pacific Ocean and Kaanapali’s pristine white sand beaches, making it the perfect short-term rental...
Kanaloa at Kona Ocean View 2 Bedroom
- Condos located on 1st or 3rd floors- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private bathroom with...
Wailea Elua Village 706 - 2 Bedroom Ocean View Condo
Welcome to your dream vacation retreat in Wailea! As you step inside the newly renovated Wailea Elua 706, you\'ll immediately be captivated by the spacious and thoughtfully designed interior. The open concept living area is flooded with natural light, creating a warm...
Fairways Villas at Waikoloa E4 Golf View 2 Bedroom
This spacious condo overlooking the fairways offers a peaceful island escape. Perfect for families or couples traveling together, it combines comfort, space, and easy access to beaches and golf. Unit E4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200...
Wailea Beach Villas PH404 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho\'olawe and...
Royal Sea Cliff Kona 314 Oceanfront 2 Bedroom
Set along the Kona coast, this two-bedroom oceanfront condo offers an unbeatable location and panoramic ocean views. Just minutes from town, it’s the perfect blend of comfort and coastal beauty. Unit 314 Oceanfront 2 Bedroom 2 Bath• 3rd floor condo on the north side...
2 Bedroom at Marriott's Maui Ocean Club - Molokai, Maui, & Lanai Towers
This delightful two-bedroom provides the perfect respite for the whole family. If you’re searching for the quintessential Hawaiian getaway, then this resort is quite the catch. If the sunshine, beaches, and glowing pools (many, many glowing pools) aren’t enough to...
Hawaiian Getaway at this lovely 2 bedroom - 2 bath condo!
Located in Waikoloa Village, enjoy what this 2-bedroom condo has to offer. Guests can unwind in the superb living room with a cozy sofa bed, take advantage of the fitness room, and stay connected with WiFi. The soothing atmosphere of this condo, complete with AC and a...
Kaanapali Alii 426
Welcome to Kaanapali Alii 426, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking views of the Pacific Ocean, surrounded by swaying palm trees and the resort's meticulously maintained...
2024 Christmas Week! Westin Kaanapali Ocean Resort Villas , 2 Bedrooms, Sleep 8n
Available Dec.20, 2024 --Dec.27, 2024.We are the owners of this week at the Westin, so when you rent from us, we transfer the reservation to your name. Upon arrival, you will check-in at the resort’s front desk using confirmation # just as if you had booked directly...
Wailea Elua Village 707 - 2 Bedroom Ocean View Condo
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...
Lovely 2 Bedroom Condo in Makaha Valleyn
If you are looking for gorgeous less crowded beaches, unique hikes, and perfect surf this is your kind of place. 2 bedroom, one bath unit in Makaha Valley, West Side of Oahu. Just 1.5 miles from beautiful beaches, only sand, ocean, surf and majestic mountains! 12 miles...
Fairway Villas Waikoloa Golf View 2 Bedroom + Loft
Located on the Kohala Coast, this golf view condo features two bedrooms, two baths and a spacious loft. Enjoy quiet mornings on the lanai or explore nearby beaches from the comfort of this unit. Golf View + Loft 2 Bedroom 2 BathFairway Villas is located at 69-200...
Royal Kahana Maui Oceanfront 2 Bedroom
Ocean Front 2 Bedroom 2 Bath- Lanai with 254 square feet- Open kitchen layout includes dishwasher, stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Master bedroom with 1 king bed and en-suite...
Kapalua Bay Villa 19G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 16 stairs from parking lot- Travertine tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher,...
Kapalua Bay Villa 19B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa with 16 stairs between parking and front door- Travertine tile floors throughout- Updated open kitchen with granite counters and all the expected appliances, including: fridge with ice maker, stove/oven, microwave,...
Stunning Hawaiian Vacation: 2 Bedroom at WorldMark Kona
Spread out with the whole family in this spacious two-bedroom suite. Bed sizes may vary in bedrooms.Located in the area regarded by King Kamehameha as one of the most beautiful spots on the Big Island, this resort is an ideal destination for your...
Kaanapali Alii 444
Welcome to Kaanapali Alii 444, a luxurious vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers a breathtaking view of the Pacific Ocean, surrounded by swaying palm trees and the meticulously maintained grounds of...
Royal Kahana Maui 120 Garden View 2 Bedroom 2 Bath
- Tile flooring throughout and vinyl plank flooring in each bedroom- Open kitchen with– fridge, stove/oven, microwave, cookware, tableware- Both bathrooms have a walk-in shower- 1 king bed, 1 queen bed and 1 queen sofa bed- 1,141 sqft/106 sqm- 1st floor condo with...
2 Bedroom Premier (2BX) at Grand Waikikian, a Hilton Grand Vacations Club
Step into the tropical oasis of The Grand Waikikian by Hilton Grand Vacations Club and prepare for the Hawaiian vacation of a lifetime! Nestled within the renowned Hilton Hawaiian Village® Waikiki Beach Resort, this upscale resort offers a perfect blend of island...
Kaanapali Alii 464
Welcome to Kaanapali Alii 464, a luxurious vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers breathtaking views of the Pacific Ocean, surrounded by palm trees and the resort's manicured grounds. Immerse yourself in the...
Royal Kahana Maui 410 Oceanfront 2 Bedroom
- 4th floor 2 bedroom ocean front condo- Vinyl and flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed- twin sofa bed - Washer/dryer in unit- Central...
Kaanapali Alii 466
Welcome to Kaanapali Alii 466, a luxurious vacation rental nestled in Maui’s exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking views of the Pacific Ocean, surrounded by swaying palm trees and the pristine white sands of Kaanapali Beach....
2 Bedroom Ocean View - Gold
Welcome to Kaanapali Alii 295, your dream luxury vacation rental nestled in the heart of Lahaina. This stunning two-bedroom ocean-view condo offers a perfect blend of comfort, elegance, and convenience, making it an ideal short-term rental for families and couples...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-1960
** 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 Golf Villa 16P7 Fairway View 2 Bedroom
Golf Villa Unit 16P7 Fairway View 2 Bedroom 2 Bath- 1st floor villa overlooking Kapalua Bay Golf Course’s 6th fairway- 19 stairs between parking and front door- Two interior stairs between front door and living room/kitchen/second bedroom- Tile entry, kitchen and...
Kaanapali Alii 476
Welcome to Kaanapali Alii 476, a luxury vacation rental nestled in Maui’s exclusive Kaanapali Alii Resort. This deluxe condominium offers a breathtaking view of the Pacific Ocean, surrounded by swaying palm trees and the resort's meticulously maintained grounds....
Kaanapali Alii Unit 1113
Welcome to the Kaanapali Alii Unit 1113, a luxurious vacation rental nestled in Maui’s exclusive Kaanapali Alii Resort. This stunning 1,723 sq. ft. condo offers a breathtaking ocean view, perfect for a relaxing and rejuvenating getaway. Step inside to find a...
Napili Point | 2 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 2 Units, 2 Bedrooms | NAP ML-1547
** 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 Bay Villa 27B2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- Split level loft style villa with no stairs between parking and front door- Tile floors throughout- Updated kitchen with granite counters, farmhouse sink includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...